≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Desiccated Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Lipoxamycin hemisulfate is an antifungal antibiotic and a potent serine palmitoyltransferase inhibitor with an IC 50 of 21 nM
In Vitro
Lipoxamycin has antifungal activity against a panel of humanpathogenic fungi with better potency against some of the Candida species (MIC values, 0.25-16 µg/mL). Cryptococcus neoformans is the most sensitive organism, followed by various species of Candida . Other filamentous fungi are sensitive to the Lipoxamycin in disk diffusion assays. Lipoxamycin has a long alkyl chain and an amino-containing polar head group. Lipoxamycin is on the same order of potency as the sphingofungins and also have potent activity against the mammalianenzyme. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Lipoxamycin is highly toxic in mice when applied subeutaneously or topically. Toxicity may be mechanism based, since studies with a Chinese hamster ovary cell mutant have shown that the serine palmitoyltransferase is an essential enzymein mammalian cells . MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:Serine palmitoyltransferase
| Canonical Smiles | CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)C(CO)N)O.CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)C(CO)N)O.OS(=O)(=O)O |
|---|---|
| IUPAC Name | (2S)-2-amino-N,3-dihydroxy-N-(14-methyl-3,10-dioxopentadecyl)propanamide;sulfuric acid |
| InChIKey | LQVOFMWEPHCSIY-IJBYHFJWSA-N |
| INCHI | 1S/2C19H36N2O5.H2O4S/c2*1-15(2)8-7-11-16(23)9-5-3-4-6-10-17(24)12-13-21(26)19(25)18(20)14-22;1-5(2,3)4/h2*15,18,22,26H,3-14,20H2,1-2H3;(H2,1,2,3,4)/t2*18-;/m00./s1 |
| Isomeric SMILES | CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)[C@H](CO)N)O.CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)[C@H](CO)N)O.OS(=O)(=O)O |
| Alternate CAS | 11075-87-9 |
| PubChem CID | 165905 |
| MeSH Entry Terms | lipoxamycin |
| Molecular Weight | 421.54 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acid amides |
| Alternative Parents | Serine and derivatives Organic sulfuric acids Ketones Hydroxamic acids Primary alcohols Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives |
| Molecular Framework | Not available |
| Substituents | Serine or derivatives - Alpha-amino acid amide - Sulfuric acid - Organic sulfuric acid or derivatives - Ketone - Hydroxamic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Amine - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. |
| External Descriptors | Not available |
| Solubility | DMSO : 40 mg/mL (94.89 mM; ultrasonic and warming and heat to 60°C) |
|---|---|
| Molecular Weight | 843.100 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 8 |
| Hydrogen Bond Acceptor Count | 16 |
| Rotatable Bond Count | 32 |
| Exact Mass | 842.492 Da |
| Monoisotopic Mass | 842.492 Da |
| Topological Polar Surface Area | 325.000 Ų |
| Heavy Atom Count | 57 |
| Formal Charge | 0 |
| Complexity | 507.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 3 |
